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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389662Generated: October 25, 2026

4-Bromobenzyl bromide → 1-Bromo-4-((methylsulfonyl)methyl)benzene

https://huagongshe.com/reaction/2389662

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromobenzyl bromideHCID 68527—
ReactantSodium methanesulfinateHCID 2733271—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-Bromo-4-((methylsulfonyl)methyl)benzeneHCID 2761415—

Reaction Conditions

Temperature60 °C

Reaction Steps

A stirred suspension of 4-bromobenzyl bromide (1.0 g, 4.0 mmol) and sodium methanesulfinate (2.04 g, 20 mmol) in DMF (10 mL) is heated 1 h at 60° C. The reaction mixture is then cooled to RT, diluted with water (200 mL) and extracted into EtOAc (3×25 mL). The combined EtOAc phases are washed with water (2×50 mL) and brine (25 mL) then dried (MgSO4) and reduced in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273747B2
Source datasetuspto-grants-2012_09
ORD IDord-8a5caa5386e04d3da1fb8d05878f75f4
Source noteuspto-grants-2012_09